Carbamic acid, ethyl ester → (R)-5-(Methoxymethyl)oxazolidin-2-one

HRID 650258노트

반응식

HRID 650258 반응식
[NH2:1]C(OCC)=O.[F-].[Cs+].[CH3:9][O:10][CH2:11][C@H:12]1[CH2:16][O:15][C:14](=O)[O:13]1>CN(C)C=O>[CH3:9][O:10][CH2:11][C@@H:12]1[O:13][C:14](=[O:15])[NH:1][CH2:16]1

참가 물질

5

반응물 3

HCID 5641Carbamic acid, ethyl esterHCID 25953Cesium fluorideHCID 11007941(S)-(-)-4-(Methoxymethyl)-1,3-dioxolan-2-one

생성물 1

HCID 15550531(R)-5-(Methoxymethyl)oxazolidin-2-one수율 63,731.801%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

Urethane (37.4 g, 0.420 mmol) was dissolved in N,N-dimethylformamide (200 mL), and thereto were added cesium fluoride (5.80 g, 38.2 mmol) and (S)-4-methoxymethyl-1,3-dioxolan-2-one (50 g, 0.382 mol, optical purity 97.7%ee), in order. The mixture was stirred for 72 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject (R)-5-methoxymethyloxazolidin-2-one (35.1 g, yield 69.6 %, optical purity 97.3%ee).

후처리

  1. filtrationAfter filtering off the insoluble materials
  2. customcondensed in vacuo
  3. distillationthe residue was purified by distillation

출처 및 근거

ORD 기록
ord-0c9cf11626ce4ed4be3fbc029e2feee6
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06271388B1

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